Chemical substance record

Naphthazarin

475-38-7C₁₀H₆O₄190.154 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A naphthoquinone that is 1,4-naphthoquinone in which the hydrogens at positions 5 and 8 are replaced by hydroxy groups. — ChEBI

Safety references

Safety documents & references

Supplier matching matters

Find the safety document for your specific supplier, product number and grade.

Find a product-specific SDS

Search SDS PDFs Sigma-Aldrich Thermo Fisher

Safety guides and government classification records are not a manufacturer’s SDS. Match supplier, product number, concentration, physical form, region and revision before using a document.

Identity & molecular properties

Source-linked values

CAS number	475-38-7	ChEBI ↗
Molecular formula	C₁₀H₆O₄	ChEBI ↗
Molar mass	190.154 g/mol	ChEBI ↗
Monoisotopic mass	190.02661 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:28849	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	190.15 g/mol	PubChem ↗
Exact mass	190.02660867 Da	PubChem ↗
Computed XLogP	1.8	PubChem ↗
Topological polar surface area (Å²)	74.6	PubChem ↗
H-bond donors	2	PubChem ↗
H-bond acceptors	4	PubChem ↗
Rotatable bonds	0	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

Copy any identifier

Source preferred name

naphthazarin

IUPAC name

5,8-dihydroxy-1,4-naphthoquinone

InChIKey

RQNVIKXOOKXAJQ-UHFFFAOYSA-N

SMILES

O=C1C=CC(=O)c2c(O)ccc(O)c21

InChI

InChI=1S/C10H6O4/c11-5-1-2-6(12)10-8(14)4-3-7(13)9(5)10/h1-4,11-12H

Names & synonyms

5,8-dihydroxy-1,4-naphthoquinone

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

hydroxy-1,4-naphthoquinoneChEBI parent class · 132157 ↗

ketone organic molecular entity

Roles recorded in ChEBI

geroprotectoracaricideantibacterial agentantineoplastic agentapoptosis inducerplant metabolite

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.0052589 mol

Uses 190.154 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 10 atoms

63.16%

O

Oxygen · 4 atoms

33.65%

H

Hydrogen · 6 atoms

3.18%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Remote Regiocontrol by a Thioether Group in Diels-Alder Reactions of Naphthazarin: Regioselective Access to Tetracyclic Polyhydroxyquinones. ↗The Journal of organic chemistry · 1996 Sep 6 · PMID 11667447

Use of 1,4-naphthoquinones for control of Erwinia carotovora. ↗Canadian journal of microbiology · 2004 Nov · PMID 15644912

Search PubMed Google Scholar

Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:28849

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 10141 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

How this record was assembled Suggest a correction